Methyl iodide → HCID 58014019, compound

HRID 2357942Notes

Reaction equation

HRID 2357942 reaction equation
I[CH3:2].[Si:3]([O:10][CH2:11][C:12]1[C:13]2[N:14]([N:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=2)[C:15]([CH2:18][OH:19])=[CH:16][CH:17]=1)([C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:5])[CH3:4]>C(#N)C.[Ag]=O>[Si:3]([O:10][CH2:11][C:12]1[C:13]2[N:14]([N:20]=[C:21]([C:23]([F:24])([F:25])[F:26])[CH:22]=2)[C:15]([CH2:18][O:19][CH3:2])=[CH:16][CH:17]=1)([C:6]([CH3:9])([CH3:7])[CH3:8])([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 58013985HCID 58013985, compound

Product 1

HCID 58014019HCID 58014019, compound

Reagents, catalysts & solvents 2

HCID 92152Silver(II) oxideCatalystHCID 6342AcetonitrileSolvent

Procedure

Silver oxide (30.0 g) and iodomethane (16.1 mL) were added to a solution of the compound of Example 324 (9.53 g) in acetonitrile (300 mL). The mixture was stirred at room temperature for 85 hours. Subsequently, the mixture was filtered through Celite. The filtrate was concentrated and purified by silica gel column chromatography (hexane:ethyl acetate=15:1) to afford the title compound as a pale yellow powder (8.76 g).

Workup

  1. filtrationSubsequently, the mixture was filtered through Celite
  2. concentrationThe filtrate was concentrated
  3. custompurified by silica gel column chromatography (hexane:ethyl acetate=15:1)

Sources & evidence

ORD record
ord-93c21e40c6334827ac9b799d13dcd2a0
Source dataset
uspto-grants-2010_07
Patent number
US07763617B2

Reaction notes

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